Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | HCID 86700679 | HCID 86700679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86700678 | HCID 86700678 | 96.2% |
Reaction Steps
BCl3 (1M, 5.08 ml, 5.08 mmol) was added to a solution of (2S,5R)-2-(5-amino-1,2,4-oxadiazol-3-yl)-6-(benzyloxy)-1,6-diaza-bicyclo[3.2.1]octan-7-one (160 mg, 0.508 mmol) in dry DCM (8 mL) at −78° C. The mixture was stirred under N2 atmosphere at 0° C. for 2 hrs then, it was cooled to −78° C. and quenched with MeOH (1.0 mL). The solvent was removed by vacuum to afford (2S,5R)-2-(5-amino-1,2,4-oxadiazol-3-yl)-6-hydroxy-1,6-diaza-bicyclo[3.2.1]octan-7-one (110 mg) as a white solid, which was used directly in the next step. ESI-MS (EI+, m/z): 226 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08916709B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-c8ab7d5e9609443396a40ffc8889cc4e |
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| Source note | uspto-grants-2014_12 |
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